Chemical Communications,
Год журнала:
2022,
Номер
58(21), С. 3493 - 3496
Опубликована: Янв. 1, 2022
An
efficient
and
concise
strategy
has
been
successfully
developed
for
merging
spiro-tetrahydroquinoline
with
spiro-benzofuranone
into
a
single
new
skeleton
through
asymmetric
catalytic
cascade
reactions
catalyzed
by
quinine-derived
chiral
bifunctional
squaramide
organocatalysts.
In
this
approach,
differently
substituted
derivatives
were
smoothly
obtained
high
yields,
excellent
diastereoselectivities
enantioselectivities
(up
to
99%
yield,
up
>20
:
1
dr,
>99%
ee,
40
examples)
under
mild
reaction
conditions.
Organic Letters,
Год журнала:
2022,
Номер
24(51), С. 9442 - 9446
Опубликована: Дек. 20, 2022
We
herein
designed
and
synthesized
allenyl
benzoxazinones
of
a
novel
type,
which
were
then
involved
in
Pd-catalyzed
asymmetric
cascade
intramolecular
cyclization/intermolecular
Michael
addition
reaction
with
1-azadienes.
A
broad
range
chiral
C2-functionalized
quinoline
derivatives
afforded
moderate
to
good
yields
(up
93%)
high
enantioselectivities
93%
ee)
this
reaction.
Angewandte Chemie,
Год журнала:
2022,
Номер
134(16)
Опубликована: Фев. 17, 2022
Abstract
We
present
herein
a
highly
efficient
atroposelective
synthesis
of
axially
chiral
1,1′‐bipyrroles
bearing
an
N−N
linkage
from
simple
hydrazine
and
1,4‐diones.
Further
product
derivatizations
led
to
bifunctional
compounds
with
high
potential
in
asymmetric
catalysis.
For
this
chrial
phosphoric
acid
(CPA)‐catalyzed
double
Paal–Knorr
reaction,
intriguing
Fe(OTf)
3
‐induced
enantiodivergence
was
also
observed.
Chemical Communications,
Год журнала:
2022,
Номер
58(21), С. 3493 - 3496
Опубликована: Янв. 1, 2022
An
efficient
and
concise
strategy
has
been
successfully
developed
for
merging
spiro-tetrahydroquinoline
with
spiro-benzofuranone
into
a
single
new
skeleton
through
asymmetric
catalytic
cascade
reactions
catalyzed
by
quinine-derived
chiral
bifunctional
squaramide
organocatalysts.
In
this
approach,
differently
substituted
derivatives
were
smoothly
obtained
high
yields,
excellent
diastereoselectivities
enantioselectivities
(up
to
99%
yield,
up
>20
:
1
dr,
>99%
ee,
40
examples)
under
mild
reaction
conditions.